So it was probably the check valve from what you can tell so far that caused the vacuum pump to fail?

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1974 240D 3.0L 4(M) - 250K -OM617.910 + 300D FW + Rajay turbo power!
1977 6.9 3(A) - 84k

The check valve was not there. I can only guess it got sucked into the pump.

New pump is on but vac is not 100%. The seal between engine and pump is not for vac but for oil/environment right? I have a vac plug on one of the nipples (only need one) and it may be leaking. At idle I can brake 2x and it gets hard after that. Car is slow to shut off. Got the mighty vac so I will look at it this weekend.

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1995 E420 Schwarz
1995 E300 Weiss
#1987 300D Sturmmachine
#1991 300D Nearly Perfect
#1994 E320 Cabriolet
#1995 E320 Touring
#1985 300D Sedan
OBK #42

Thats gota be disappointing, No I don't think you can lose vacuum through the pump to block gasket. Where did the new pump come from? Maybe pull the check valve first.

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1985 Euro 240D 5 spd 140K
1979 240D 5 spd, 40K on engine rebuild
1994 Dodge/Cummins, 5 spd, 121K
1964 Allice Chalmers D15 tractor
2014 Kubota L3800 tractor
1964 VW bug

"Lifes too short to drive a boring car"